Polyester, polyesteramide, and polyamide compositions
OwnerAnanthanarayanan V Iyerinventor
Life of this patent
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Abstract
Linear, comb, and star shaped non-ionic polyesters and copolyesters, polyesteramides, polyamides, and copolyamides may be synthesized from the condensation polymerization of polyacids containing alpha-hydroxy polyacids and diols and/or polyols, and amino-diols and/or amines using boric acid, boric anhydride, and boronic acids as catalysts. Depending on the polyol, polyamine, and amino alcohol component, the resulting compound may be hydrophilic or hydrophobic, but not water soluble or dispersible, enabling use in packaging films, fibers, and other molded articles. The compounds may be completely water soluble, water dispersible, and/or amphipathic, thus being useful in cosmetics, agricultural compositions, biomedical and pharmaceutical applications.
Claims13
A polyester comprising a pendant hydroxyl, the polyester having a linear, comb, or star structure selected from the group consisting of Formula (III) and Formula (IV), and stereoisomers and enantiomers thereof:
- wherein:
- (vi) R1 is a member selected from a group independently consisting of an optionally substituted alkyl, an optionally substituted cycloalkyl, and an optionally substituted aryl, and mixtures thereof;
- (vii) ‘a’ is an integer having a value of from 1 to 6;
- (viii) R4 represents a radical of a polyol;
- (ix) R3 represents a bivalent radical selected from the group consisting of:
- c. (CH2)y, wherein ‘y’ is an integer between 1 and 8;
- and
- d. RaCH, wherein Ra is selected from the group consisting of alkyl, cycloalkyl, aryl, alkylaryl, and a heteroaryl;
- and
- (x) ‘p’ and ‘q’ each represent an integer such that a number average molecular weight of the polyester is between 200 and 500,000 Dalton (Da).
A method of producing a polyester comprising a pendant hydroxyl having a linear, comb, or star structure selected from the group consisting of Formula (I) and Formula (II), and stereoisomers and enantiomers thereof:
- wherein:
- (i) R1 is a member selected from a group independently consisting of an optionally substituted alkyl, an optionally substituted cycloalkyl, and an optionally substituted aryl, and mixtures thereof;
- (ii) ‘a’ is an integer having a value of from 1 to 6;
- (iii) R2 represents a radical of a polyol;
- (iv) R3 represents a bivalent radical selected from the group consisting of:
- (d) (CH2)y, wherein ‘y’ is an integer between 1 and 8;
- and
- (e) RaCH, wherein Ra is selected from the group consisting of alkyl, cycloalkyl, aryl, alkylaryl, and an heteroaryl;
- and
- (f) ‘m’ and ‘n’ each represent an integer such that a number average molecular weight of the repeating unit is between 200 and 500,000 Dalton (Da),
- the method comprising:
- performing a chemoselective catalytic polycondensation of an α-hydroxy acid or a mixture thereof with a polyol or a mixture of polyols;
- and
- adding a boron catalyst to the polycondensation reaction at a temperature greater than 70° C.
Dependencies are inferred from the claim text.